Sarasota Rentals
From $501 per night (USD)VRBO
Historic Suites Hotel in Walkable Downtown between Siesta & Lido Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Burns Square Historic Hotel building was built in the 1950's and has clean character and ambiance. It is attached to ...
From $501 per night (USD)VRBO
From $197 per night (USD)VRBO
Centrally located near everything with bonus facilities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated charming house close to beaches, shops, restaurants and movie theaters. Queen size bed and a pull out so ...
From $197 per night (USD)VRBO
From $200 per night (USD)VRBO
🦩Book Me Baby! Pool, Pet-Friendly Paradise Near Downtown Sarasota🦩
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For Season. Just nine blocks from Sarasota's ...
From $200 per night (USD)VRBO
From $255 per night (USD)Expedia
Escape to Vitamin Sea: Private Pool, Guest Suite, Minutes to Sarasota's Parks, Downtown and Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
What Guests Love- Private Pool – Optional heat (Nov–Apr) for $35/day + tax; must be scheduled before arrival Screene ...
From $255 per night (USD)Expedia
From $199 per night (USD)VRBO
Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches and Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SLEEPING ARRANGEMENTS 2 BR / 2BA / Sleeps 4 Master Bedroom – One queen bed and en-suite bathroom with walk-in sh ...
From $199 per night (USD)VRBO
From $324 per night (USD)Expedia
Spacious Home with Pool Close to Beaches and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The incredible location near Siesta Key Beach and Downtown Sarasota, mixed in with all of the wonderful amenities makes ...
From $324 per night (USD)Expedia
From $94 per night (USD)VRBO
Location! Location! Location! Sarasota!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $94 per night (USD)VRBO
From $236 per night (USD)Expedia
A cozy, perfectly located house!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...
From $236 per night (USD)Expedia
From $272 per night (USD)VRBO
Bayview Getaway! Sarasota FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New luxury condominium with breathtaking views of Sarasota Bay and direct Gulf access. Kayak, boat or paddle board out ...
From $272 per night (USD)VRBO
From $194 per night (USD)Expedia
MAGNOLIA..
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax away from the city and the crowds! The 2 bedroom/1 bathroom bungalow style townhome is the perfect place to enjoy ...
From $194 per night (USD)Expedia
From $165 per night (USD)VRBO
RINGLING..
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the warm weather and the world's most beautiful beaches. Located in a perfect central location for all that Saras ...
From $165 per night (USD)VRBO
From $262 per night (USD)Expedia
Heated 3BR Pool Home Glen Oaks-Close to Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 mi ...
From $262 per night (USD)Expedia
From $173 per night (USD)VRBO
Casa Stellata near Downtown Sarasota & Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping ...
From $173 per night (USD)VRBO
From $145 per night (USD)Expedia
The Sapphire Suite 1Bed/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
VR24-00255 Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renov ...
From $145 per night (USD)Expedia
From $370 per night (USD)VRBO
The Serene Retreat near Siesta Key and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our Casa Azul, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia Park. T ...
From $370 per night (USD)VRBO
From $172 per night (USD)Expedia
Windsor Bungalow Retreat- come for work and relaxation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
-License 26-VR-000064 Windsor cottage- built in 1940- is the perfect escape located in the heart of everything Sarasota ...
From $172 per night (USD)Expedia
From $308 per night (USD)VRBO
Waterfront Relaxation - Modern Comfortable Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your next favorite destination, fun & sun and waterfront living! After a day of relaxing by the pool, head d ...
From $308 per night (USD)VRBO
From $410 per night (USD)Expedia
★ Private Waterfront Condo Sarasota FL ★ Pool/Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $410 per night (USD)Expedia
From $369 per night (USD)VRBO
★ New Luxury Waterfront Condo ★ Pool/Gym/Hot tub ★
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $369 per night (USD)VRBO
From $194 per night (USD)Expedia
Location! walk to bay, New College, Ringling Museum, downtown and the beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Light filled, walk to the bay and Ringling Museum. This one-bedroom, 750-sf Cottage is perfect for a single traveler or ...
From $194 per night (USD)Expedia
From $291 per night (USD)VRBO
Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)VRBO
From $379 per night (USD)Expedia
The Cottage Next Door Best Downtown location in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $379 per night (USD)Expedia
From $217 per night (USD)VRBO
Brand new deluxe Sarasota condo close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a great location on Whitaker bayou with nice views from the deck. Brand new furniture with great king sized bed an ...
From $217 per night (USD)VRBO
From $146 per night (USD)Expedia
The Little Blue House - Your Sarasota GetAway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Little Blue House is a 3 bedroom 2 bath adorable property perfect for couples and families. The Little Blue House is ...
From $146 per night (USD)Expedia
From $233 per night (USD)VRBO
Tropical, private, downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll more than enjoy your accommodations and be very glad you chose to stay here. Your apartment is well appointed, co ...
From $233 per night (USD)VRBO
From $523 per night (USD)Expedia
Luxury 4/3 home by Downtown, the bay and the Keys
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy high end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown sarasota and st. Arma ...
From $523 per night (USD)Expedia
From $204 per night (USD)VRBO
Private Heated Pool Home Near Downtown & Legacy Trail
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Perfectly located Sarasota city home close to everything! Just minutes to Siesta Key Beach, Lido Beach, and vibrant Down ...
From $204 per night (USD)VRBO
From $202 per night (USD)VRBO
Walk to Downtown or Southside Village and Waterfront!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $202 per night (USD)VRBO
From $367 per night (USD)VRBO
Stunning, ultra modern pool home within walking distance of Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spectacular 1900 sq ft, 3/2 is perfectly located for everything Sarasota has to offer; world-class beaches, theater ...
From $367 per night (USD)VRBO
From $193 per night (USD)VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $193 per night (USD)VRBO
From $286 per night (USD)VRBO
The Strand 304 - Luxury Waterfront Bay Views - Heated Pool & Spa - Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Unit 304 at The Strand — Sarasota's premier luxury waterfront community, where bay views, resort-style amenit ...
From $286 per night (USD)VRBO
From $210 per night (USD)Expedia
Bungalow w/ Heated Pool by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $210 per night (USD)Expedia
From $134 per night (USD)VRBO
Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peaceful Christian Getaway minutes to downtown Sarasota, St. Armand's Circle, Marina Jack, Selby Gardens, Ed Smith Stadi ...
From $134 per night (USD)VRBO
From $421 per night (USD)Expedia
DOWNTOWN Heated Pool Tropical Paradise w/ firepit + pool table!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is not just a place to stay - it’s a vacation experience. 🏝 Outdoor Living That Feels Like a Resort • Private he ...
From $421 per night (USD)Expedia
From $1240 per night (USD)VRBO
Casamigos | West of the Trail - Heated Saltwater Pool & Tiki Bar
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool & Tiki Bar 💖 Why You'll Love This Home Experience island elegance at Casamigos, a ...
From $1240 per night (USD)VRBO
From $207 per night (USD)Expedia
Ocean Style 1/1.5 Condo The Strand Water View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" and spreads over ...
From $207 per night (USD)Expedia
From $417 per night (USD)VRBO
A Newly renovated home in desirable Indian Beach Sapphire Shores neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Two blocks from Sun Circle on a corner lot is the perfect setting to rent your home away from home. Quiet neighborhood ...
From $417 per night (USD)VRBO
From $277 per night (USD)VRBO
Old Florida bungalow in Sarasota‘s best location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Couldn’t get any cuter! We’re sharing our immaculately restored, historic 1925 Laurel Park bungalow with a large, privat ...
From $277 per night (USD)VRBO
Click For PricingVRBO
Central Sarasota Home: 8 Mi to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Retreat to Florida's Gulf Coast when you book this home just 2 miles from downtown Sarasota! This 2-bedroom, 1-bathroom ...
Click For PricingVRBO
From $291 per night (USD)Expedia
Fully Equipped Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)Expedia
From $562 per night (USD)VRBO
MidCentury Modern Heated Pool Retreat minutes to Siesta Key Beach & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our Designer MidCentury Modern Retreat in the Southgate neighborhood of Sarasota! Nestled just a short 11-min ...
From $562 per night (USD)VRBO
From $291 per night (USD)Expedia
Fully equipped downtown apartment with great amenities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This apartment is ready for you to stay! The kitchen has everything you need to cook a meal, all linens are provided, no ...
From $291 per night (USD)Expedia
From $191 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown, Walkable Neighborhood
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $191 per night (USD)VRBO
From $84 per night (USD)Expedia
Elegant 1/1 condo The Meadows Pool and Golf Courses!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a refined and luminous condo of 428 sq. ft. fully furnished and equipped with great taste. It will be perfect to ...
From $84 per night (USD)Expedia
From $194 per night (USD)VRBO
Stunning Water View, Kayaks, Resort Pool Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfr ...
From $194 per night (USD)VRBO
From $214 per night (USD)Expedia
Pinecraft Paradise ~ Secluded Apt in central SRQ!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...
From $214 per night (USD)Expedia
From $95 per night (USD)VRBO
Farmhouse Flair Getaway ~ In Pinecraft Village!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
From $95 per night (USD)VRBO
From $98 per night (USD)VRBO
Sleeps 4-Close to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ground floor unit (No Stairs). Sleeps four (4). Ground floor unit (No Stairs). Renting this unit will place you within w ...
From $98 per night (USD)VRBO
From $305 per night (USD)VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $305 per night (USD)VRBO
From $231 per night (USD)Expedia
Historic Home with Hot Tub, Steps from Lido Beach - Ringling Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ringling Cottage by Lido Key Vacations Minimum stay duration of 7 days/nights Ringling Cottage by Lido Key Vacations ...
From $231 per night (USD)Expedia
From $132 per night (USD)VRBO
Gated, NO stairs, NO carpet 1 min walk to lakefront POOL, PICKLEBALL/TENNIS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Morning swim your thing? Villagio's award-winning lakefront heated pool is mere steps from your front door. Your condo ...
From $132 per night (USD)VRBO
From $350 per night (USD)Expedia
Luxury Family Home Near Downtown & Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beam ...
From $350 per night (USD)Expedia
From $360 per night (USD)VRBO
Walk 75 feet out the back door to the beach and the beautiful Gulf of Mexico!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor unit with direct access to the white sand, Lido Beach and Gulf of Mexico. 2 Bedroom/2 Bath. Wood grain, t ...
From $360 per night (USD)VRBO
From $169 per night (USD)Expedia
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Remodeled 3-bedroom home in the Pinecraft area of Bahia Vista puts you in the heart of Sarasota. Enjoy easy access to Si ...
From $169 per night (USD)Expedia
From $242 per night (USD)VRBO
Historic Stylish Gem. Walk to Water & Downtown! 7 mins to Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block fro ...
From $242 per night (USD)VRBO
From $390 per night (USD)VRBO
Close to Beaches & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax & unwind in our recently updated single level 3 bedroom, 2 bath, 2 car garage w/ private pool (not heated). Locate ...
From $390 per night (USD)VRBO
From $1295 per night (USD)VRBO
Lido Beach Waterfront Oasis: Private Heated Pool & Hot Tub - Steps to Lido beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this stunning waterfront retreat on beautiful Lido Key, where luxury, comfort, and coastal living come togeth ...
From $1295 per night (USD)VRBO
From $288 per night (USD)Expedia
All-New, Waterfront Condo Near Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book ENTIRE months only NOT mid-month to mid-month. Booking February 1 ...
From $288 per night (USD)Expedia
From $306 per night (USD)VRBO
King bed, close to Siesta Beach, Lido, and Downtown Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**NO PARTIES OR EVENTS!** Siesta Key Sarasota Sea Turtle home! Your family will be close to everything when you stay a ...
From $306 per night (USD)VRBO
From $110 per night (USD)Expedia
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $110 per night (USD)Expedia
From $442 per night (USD)VRBO
Next to Nathan Benderson Park Sarasota, family sized home!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautifully decorated and impeccably clean 4-bedroom, 2.5-bathroom home offering 2,000 sq. ft. of comfort ...
From $442 per night (USD)VRBO
From $345 per night (USD)Expedia
Island Vibes + Modern Comfort at Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Island Vibes + Modern Comfort at Lido Beach! ** Looking for the perfect island escape? You’ve found it! Welcome to ou ...
From $345 per night (USD)Expedia
From $214 per night (USD)VRBO
The Strand 521 - Luxury Top-Floor Suite - Breathtaking Bay Views - Pool & Spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Unit 521 at The Strand — Sarasota's premier luxury waterfront community, where breathtaking top-floor bay vie ...
From $214 per night (USD)VRBO
From $283 per night (USD)Expedia
Arlington Park Area! 3BR/2BA Sarasota Home – Heated Large Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3-bedroom, 2-bath home across from Arlington Park, just minutes drive from Siesta Key Beach and Lido Beach and ...
From $283 per night (USD)Expedia
From $171 per night (USD)VRBO
Cute one bedroom home close to beaches with a pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our one bedroom, one bath park model home in beautiful Sarasota, Florida! Just a 6 minute drive from the airp ...
From $171 per night (USD)VRBO
From $196 per night (USD)Expedia
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...
From $196 per night (USD)Expedia
From $324 per night (USD)VRBO
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $324 per night (USD)VRBO
From $356 per night (USD)Expedia
Siesta key Guest House 5 star on the water Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going t ...
From $356 per night (USD)Expedia
From $248 per night (USD)VRBO
Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kingston Arms on Lido Key 1 BR! This charming one-bedroom condo in the popular Kingston Arms complex off ...
From $248 per night (USD)VRBO
From $465 per night (USD)VRBO
NEW...Lido Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $465 per night (USD)VRBO
From $544 per night (USD)VRBO
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $544 per night (USD)VRBO
From $169 per night (USD)Expedia
Waterfront Condo w/ Kayaks, Resort Pool, Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Indulge in serenity and style with this tranquil waterfront haven. Enjoy incredible views, a central location, ...
From $169 per night (USD)Expedia
From $153 per night (USD)VRBO
Quiet Downtown Sarasota Villa. 2 bed 2 bath. 644
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown ...
From $153 per night (USD)VRBO
From $329 per night (USD)Expedia
SARASOTA Heated Pool - Pet Friendly - Garage w/ EV Charger - Close to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this recently renovated mid-century modern house in Sarasota which is in very close proximity to all the best ...
From $329 per night (USD)Expedia
From $101 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $101 per night (USD)VRBO
From $266 per night (USD)VRBO
Lido Beach Getaway Condo Gulf View Sarasota FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Location, Location, Location! Lido Beach and the beautiful turquoise water of the Gulf of Mexico is just steps out the ...
From $266 per night (USD)VRBO
From $705 per night (USD)VRBO
Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $705 per night (USD)VRBO
From $727 per night (USD)VRBO
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle sh ...
From $727 per night (USD)VRBO
From $154 per night (USD)VRBO
Well appointed three bedroom two bath home with pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to this three bedroom two bath split floor plan home in a gulf community. Terrazzo floors throughout the entire ...
From $154 per night (USD)VRBO
From $252 per night (USD)Expedia
Best Location w/ Fenced Yard & Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $252 per night (USD)Expedia
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Exceptional Five Star Sarasota Cottage Old Florida Charm Dogs Stay Free
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Over 200 FIVE STAR reviews. Exceptional, adorable beach cottage located Come experience a little slice of Old Florida ...
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From $330 per night (USD)VRBO
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with secluded HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Jennings Gem: Mid-Century Oasis w/ Private HEATED Pool Near Siesta Key! Relax in style at Jennings Gem, a completely upd ...
From $330 per night (USD)VRBO
From $90 per night (USD)VRBO
AVAILABLE THIS LOVELY 1/1 TURNKEY FURNISHED VILLA @ THE MEADOWS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful, cozy and comfortable best describes this completely remodeled one bedroom, one bath villa in Winslow Beacon, ...
From $90 per night (USD)VRBO
From $348 per night (USD)Expedia
DT home 10 min. drive from beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $348 per night (USD)Expedia
From $250 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta Key Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Tranquilo! Book this beautifully renovated 3-bedroom, 2-bath modern home in an upscale Sarasota nei ...
From $250 per night (USD)VRBO
From $402 per night (USD)Expedia
The Palms-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
From $402 per night (USD)Expedia
From $260 per night (USD)VRBO
The Oasis-Private Heated Pool, Hot Tub, Outdoor living space-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE OASIS is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 mi ...
From $260 per night (USD)VRBO
From $354 per night (USD)Expedia
Spacious Siesta Key Home with Private Heated Pool – Pet Friendly, Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Beautiful 2 story home with a 2 car garage and pool located in the desirable neighborhood of Bay Isles on the island of ...
From $354 per night (USD)Expedia
From $256 per night (USD)VRBO
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
FANTASTIC LOCATION! This 3-bedroom, 2-bath home with a heated pool is perfectly situated in one of Sarasota’s most desir ...
From $256 per night (USD)VRBO
From $282 per night (USD)VRBO
Coastal Gem!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this charming cottage nestled just 250 steps from the white sands of the Gulf. Conveniently locat ...
From $282 per night (USD)VRBO
From $132 per night (USD)VRBO
Outdoor shower and wonderful private fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sailors Daughter is a very unusual Mid century/contemporary home. With beautiful cross ventilation with the Winter t ...
From $132 per night (USD)VRBO
From $284 per night (USD)Expedia
Siesta Key Master suite 1 Lg BR & 1 large bonus rm w bed Heated Pool & Pets ok
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $284 per night (USD)Expedia
From $291 per night (USD)VRBO
Siesta Side Stay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...
From $291 per night (USD)VRBO
From $694 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $694 per night (USD)VRBO
From $497 per night (USD)VRBO
Pineapple House - near beaches - private SOUTH facing POOL & HOT TUB - walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Pineapple House Sarasota—where location, comfort, cleanliness, and relaxation come together. Unwind in your ...
From $497 per night (USD)VRBO
From $335 per night (USD)VRBO
LIDO BEACH/ST. ARMAND'S CIRCLE #103
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The apartment is located 1/4 block to Lido Beach and about 5-7 min walk to world famous ST. Armand’s Circle. Restaurants ...
From $335 per night (USD)VRBO
From $184 per night (USD)VRBO
Adorable 1920s Cottage in a Tropical Wooded Setting!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rustic, romantic and full of personality, this period cottage has all the allure and character of long-ago Florida overf ...
From $184 per night (USD)VRBO
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Charming 1 Bedroom Unit Across from Lido Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Steps away from Lido Beach and Lido Key Resort Hotel. Charming 1Bedroom /1 Bath apartment with large private backyard, ...
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From $376 per night (USD)VRBO
Beautiful, Spacious Heated Pool Home - Close to Siesta Key Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, spacious heated pool home - close to Siesta Key and Downtown Sarasota. Enjoy this 3 bedroom, 2 bath, private ...
From $376 per night (USD)VRBO
From $110 per night (USD)VRBO
PRICE REDUCED AND ONLY A FEW MINUTES FROM THE #1 BEACH IN THE US!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota is ready for you to enjoy winter in the sun. And it has never been more affordable! If you book 60 days in adva ...
From $110 per night (USD)VRBO